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1-(trimethylsilyl)aziridine is an organosilicon compound characterized by a three-membered aziridine ring with a trimethylsilyl group attached to the nitrogen atom. This unique structure endows the molecule with interesting chemical properties, making it a valuable intermediate in organic synthesis. The compound is known for its stability and reactivity, which can be exploited in various chemical transformations, such as ring-opening reactions and cycloadditions. Its applications span across different areas of chemistry, including the synthesis of complex organic molecules, pharmaceuticals, and materials science. The trimethylsilyl group plays a crucial role in modulating the reactivity and selectivity of the aziridine ring, offering a handle for further functionalization and providing a means to control the stereochemistry of the reactions involving 1-(trimethylsilyl)aziridine.

2116-90-7

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2116-90-7 Usage

Structure

Three-membered heterocyclic ring containing a nitrogen atom and a silyl group

Functionality

Building block in organic synthesis

Application

Preparation of various nitrogen-containing compounds

Use

Reagent in asymmetric synthesis

Industry

Pharmaceutical and agrochemical industries

Versatility

Ability to undergo various transformations and reactions

Importance

Essential component in the development of new molecules and materials

Check Digit Verification of cas no

The CAS Registry Mumber 2116-90-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,1,1 and 6 respectively; the second part has 2 digits, 9 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 2116-90:
(6*2)+(5*1)+(4*1)+(3*6)+(2*9)+(1*0)=57
57 % 10 = 7
So 2116-90-7 is a valid CAS Registry Number.

2116-90-7Downstream Products

2116-90-7Relevant academic research and scientific papers

Molecular structure of N-trimethylsilylaziridine in the gas phase

Mitzel, Norbert W.,Page, Elizabeth M.,Rice, David A.

, p. 1491 - 1497 (2000)

N-Trimethylsilylaziridine, Me3SiNC2H41, prepared by a literature procedure has been studied by gas-phase IR and NMR spectroscopy of the nuclei 1H, 13C, 15N, 29Si. The molecular structure of 1 has been determined in the gas phase by analysis of electron diffraction (GED) data augmented by geometric and vibrational amplitude restraints derived from ab initia calculations employing the second order Moller-Plesset (MP2) level of theory and the 6-31 lG(d, p) basis set. The molecule was found to adopt C4 symmetry and has a pyramidal arrangement around the nitrogen atom with a slightly elongated Si-N bond [1.770(4) A], relative to those in other Si-N species having a planar nitrogen co-ordination. The results for the principal distances (ra) and angles from the combined GED/ab initia study of Me3SiNC2H4 are (uncertainties: one sigma): r(Si-N) = 1.770(4), r(Si-Cin-plane) = 1.868(4), r(Si-Cout-of-plane) = 1.881(2), r(C-N) = 1.459(3) A, C-N-C 61.1(5), N-Si-Cin-plane 109.7(7), N-Si-Cout-of-plane 107.8(10), Si-N-C 121.9(4)°. The structure data are complemented by natural bond orbital analyses, and calculation of the barrier to inversion at the nitrogen centre, which is predicted to be 21.4 kJ mol-1. Calculations on the simpler model compound H3SiNC2H4 [up to QCISD/6-31 lG(d, p)] gave geometrical and energetic results similar to those of 1. The steeply pyramidal nitrogen co-ordination is attributed to the strain of the aziridine ring, as was found by comparison with the results of other calculations on acyclic systems and those with larger rings. The Royal Society of Chemistry 2000.

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